title: De novo asymmetric synthesis of oligo-rhamno di- and tri-saccharides related to the anthrax tetrasaccharide.
abstract: An asymmetric synthesis of the di- and trisaccharide portion of the naturally occurring anthrax tetrasaccharide from acetylfuran has been developed. The construction of the di- and trisaccharide subunits is based upon our previously disclosed route to anthrax tetrasaccharide. The approach uses iterative diastereoselective palladium-catalyzed glycosylations, Luche reductions, diastereoselective dihydroxylations, and regioselective protections for the assembly of the rhamno- di- and tri-saccharide. The route was also modified for the preparation of the mixed D-/L-disaccharide analogue.
authors.affiliation: College of Nuclear Technology, Chemistry and Biology, Hubei University of Science and Technology, Xianning, Hubei 437100, China ; Department of Chemistry and Chemical Biology, Northeastern University, 360 Huntington Avenue, Boston, MA 02115, USA.
authors.forename: Hua-Yu Leo
authors.initials: HY
authors.lastname: Wang
authors.forename: Haibing
authors.initials: H
authors.lastname: Guo
authors.forename: George A
authors.initials: GA
authors.lastname: O'Doherty
keywords: Anthrax; Oligo-rhamnose; Palladium; glycosylation